Location: Kissimmee , 34747
Do Not Show Listings
9047 RHODES ST, KISSIMMEE, FL 34747
$399,00098 Days on yellowkey MLS ID: S5145124
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2102 Built: 2016Monthly Fee: $516 Tax: $7,751 (2025)Community: Windsor At Westside Ph 1Spa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,751
Elementary School: Westside K-8
High School: Celebration High
Tax Year: 2025
Middle School: West Side
Remarks: Resort style living! Perfect for primary residence and an investment opportunity. This modern Town home is located in one of the newest resort communities in the Kissimmee/Orlando area. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area. This 24 hour guard gated resort provides a fabulous water park, 10,000 sq.ft. Clubhouse with Fitness Center, Resort-style heated Pool with Lazy River, Tiki Bar & Spa, Volleyball Court & Multi-Purpose Sports Courts. The home features 4 bedrooms 3 and half bathrooms, open floor plan, it is very new and furnished with modern comfort in mind. A guest bedroom with a full bathroom is located on the first floor. Upstairs you will find the remaining bedrooms, including a Harry Potter themed room. The rooms are arranged around a central large loft area, that is ideal for everyone to relax and play games. The technology in the home is all new, with 6 TVs, a Sony Playstation 4, DVD player and of course Free and Fast WiFi and free local and long distance calling to the USA and Canada. Lounge outside, at your own private pool, enjoy a relaxing conversation, a swim or just enjoy the south facing pool. We are also steps away from the club house, which has everything from a large pool, cabanas, lazy river, game arcade, cafe & bar, and gym. This is a perfect investment or residential opportunity. The home is currently on a short term rental program and has a great potential! Rental history available by request. Call and schedule your private tour today or enjoy a virtual walk through with our Matter port tour!
Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)
Listing Agent: Stani Delcheva (407-405-6815)
420 SOUTHFIELD ST, KISSIMMEE, FL 34747
$738,000193 Days on yellowkey MLS ID: O6362283
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3317 Built: 2020Monthly Fee: $787 Tax: $11,685 (2024)Community: Reunion West Ph 4Spa: YesSingle Family
Taxes:$11,685
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Located in the exclusive gated community of Reunion West, this fully furnished 6-bedroom, 6.5-bath luxury residence built in 2020 is the perfect blend of elegance, comfort, and resort-style living. From the paver entrance to the beautifully designed front door, the home welcomes you into an open layout filled with natural light, high ceilings, tile flooring, and tasteful finishes throughout. The gourmet kitchen features granite countertops, stainless steel appliances, and 42” cabinets with crown molding, perfectly positioned for entertaining. The first-floor primary suite overlooks the stunning outdoor living space, complete with one of the largest private pools and a spa in the community. Every bedroom has been uniquely designed with high-quality themed décor, including a custom Star Wars suite and a dedicated luxury theater room. The garage has also been transformed into a superhero-inspired game room featuring ping-pong and table games, adding both fun and functionality. Reunion West offers world-class amenities including clubhouse, fitness center, waterpark with slides, community pools, tennis courts, basketball court, volleyball, playgrounds, restaurants, 24-hour guarded entry, cable, maintenance-free grounds, and more. Whether you’re searching for a personal getaway or a high-performing short-term rental investment, this home delivers exceptional value and unforgettable experience. Ideally located just 8 minutes from Disney and close to Universal Studios, SeaWorld, premium outlets, top restaurants, shopping, and Florida’s best attractions — this property offers the ultimate combination of luxury, location, and lifestyle.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Nohora Gomez (407-748-1242)
9042 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747
$734,90065 Days on yellowkey MLS ID: O6396881
Bed: 9 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4363 Built: 2018Monthly Fee: $726 Tax: $11,275 (2025)Community: Solara ResortSingle Family
Taxes:$11,275
Remarks: Welcome to 9042 Sunshine Ridge Loop, Kissimmee, FL 34747, a 9 bedroom, 6.5 bathroom luxury pool and spa home in Solara Resort, just minutes from Orlando’s world-famous theme parks, dining, and entertainment. Built in 2018, professionally designed and decorated and fully furnished, this 4,363 sqft turnkey home comfortably accommodates up to 21 guests, offering a seamless opportunity for a primary residence, second home, or high-performing short-term rental. Designed for comfort, connection, and fun, the home features a bright, airy layout with high-end finishes throughout. Multiple living spaces provide room for relaxation and entertainment, including a fully equipped kitchen, dining area, and game spaces that are perfect for gatherings or hosting guests. The current owner has invested extensively in furnishings and finishes, making this a move-in-ready property with no additional work required. Sleeping arrangements include a mix of king suites, twin bedrooms, and a fun themed bunk room, ensuring everyone has a comfortable space to recharge. Kids will delight in the themed bedrooms that bring their favorite characters to life. Step outside to your private outdoor oasis featuring a pool, hot tub, and shaded al fresco dining area—ideal for enjoying Florida’s year-round sunshine and hosting BBQs or poolside fun. Located in one of Central Florida’s most sought-after resort communities, this home combines turnkey convenience, flexible living, and strong rental potential in the heart of Kissimmee. Schedule your private showing today and experience the perfect blend of luxury, lifestyle, and income potential in Solara Resort.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matt Dixon (407-965-8906)
1864 NICE CT, KISSIMMEE, FL 34747
$695,90065 Days on yellowkey MLS ID: O6396750
Bed: 8 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4041 Built: 2018Monthly Fee: $607 Tax: $11,733 (2025)Community: Windsor At Westside Ph 2ASpa: YesSingle Family
Taxes:$11,733
Remarks: Welcome to 1864 Nice Ct, Davenport, FL - this 8-bedroom, 6-bath, 4,041 sq ft turnkey vacation home at Windsor at Westside is just 20 minutes from Orlando’s top theme parks. Perfect for large groups, this home comfortably sleeps up to 20 guests, offering the ultimate combination of comfort, space, and Florida-style fun. The open-concept great room brings everyone together with a gourmet kitchen, living, and dining area designed for entertaining or relaxing after a day at the parks. Both the first-floor and second-floor primary suites provide privacy and luxury, while the remaining bedrooms are perfectly set up for groups. Step outside to your fully enclosed pool and spa with lake views, ideal for sun-soaked afternoons, poolside dinners, or evening relaxation. The home is fully furnished and move-in ready, making it an effortless turnkey option for a second home, vacation rental, or short-term rental investment. Upstairs, the family room ensures there’s plenty of room for everyone to spread out comfortably and create memories together. Windsor at Westside Resort offers resort-style amenities that elevate the vacation experience, including a 10,000 sq ft clubhouse, zero-entry pool with waterslide, lazy river, splash park, lake and pier, tiki bar & fireplace lounge, fitness center, volleyball courts, and daily maintenance included in the HOA. This is a rare opportunity to own a fully furnished, move-in-ready, large-group vacation home in one of Orlando’s most sought-after resort communities. Schedule your private showing today and experience the perfect blend of Florida lifestyle, turnkey convenience, and rental income potential!
3160 PANTANAL LN, KISSIMMEE, FL 34747
$470,000205 Days on yellowkey MLS ID: O6361487
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2396 Built: 2016Monthly Fee: $679 Tax: $5,924 (2024)Community: Magic VillageTownhouse
Taxes:$5,924
Remarks: A luxury corner-unit like no other. Fully furnished, upgraded, and just 10 minutes from Disney! Located in the exclusive short-term rental community of Magic Village Yards, this spectacular 4 Bed / 4.5 Bath home features two suites (main-level master + private balcony suite), brand-new second-floor flooring, granite countertops, stainless-steel appliances, and modern décor throughout. Premium corner position = more space, more privacy, more natural light. Steps from the Clubhouse, resort pool, gym, and tranquil pond. Minutes from Publix, Walmart Supercenter, Target, TJ Maxx, Ross, Marshalls, Dollar Tree, top dining, malls, I-4, 429, and 192. Turn-key and priced above average due to its upgrades, layout, and unmatched location. A top-tier option for owners and investors seeking strong rental performance near Disney.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Nayane Seabra (407-535-7815)
7464 BROOKLYN DR, KISSIMMEE, FL 34747
$480,00080 Days on yellowkey MLS ID: O6393088
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2195 Built: 2018Monthly Fee: $550 Tax: $11,251 (2025)Community: Magic Village Resort 2Townhouse
Taxes:$11,251
Remarks: Investor Opportunity in Magic Village II (Views) – Just Minutes from Disney! Experience luxury resort-style living in this beautifully furnished 3-bedroom, 3-bathroom townhouse, featuring all en-suite bedrooms plus a half bathroom on the first floor. Located in the highly desirable Magic Village II (Views) community in Kissimmee, this property is part of an exclusive short-term rental community, where full-time residency is not permitted, making it an ideal opportunity for investors seeking income-producing vacation properties. The home offers a modern open-concept layout, seamlessly connecting the living, dining, and kitchen areas, all fully furnished and ready for immediate use or rental. Step outside to a covered BBQ area, perfect for entertaining and enjoying Florida’s outdoor lifestyle. Each bedroom provides privacy and comfort with its own ensuite bathroom, enhancing the guest experience and rental appeal. Just minutes from Disney and major attractions, Magic Village II is a highly sought-after destination, offering strong rental potential and a premium vacation experience.
2307 SILVER PALM DR #205, KISSIMMEE, FL 34747
$225,0006 Days on yellowkey MLS ID: O6414532
0 Days Off yellowkey (back on 6/7/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1402 Built: 2001 Tax: $3,345 (2025)Community: Wyndham PalmsCondo
Taxes:$3,345
Remarks: Under contract-accepting backup offers. Welcome to Wyndham Palms, located just 3 miles from Walt Disney World. This 3-bedroom, 2-bath condo, 1402 Sq. FT., is mostly furnished. It is a bright, open living space with a split-bedroom design. Enjoy sitting in your screened in peaceful balcony Ideal as a vacation home, short-term rental, or primary residence, the property is set within a gated community offering resort-style amenities. Residents enjoy access to a clubhouse, fitness center, pool with tiki bar, spa, tennis courts, movie theater, game room, playground, and 24-hour guard service. The HOA covers water, cable, high-speed internet, and pest control. Conveniently located near shopping, dining, and Orlando’s top attractions, this home delivers the best of Central Florida living.
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)
Listing Agent: Liz Morrow (863-604-6211)
2015 MAJORCA DRIVE, KISSIMMEE, FL 34747
$412,90049 Days on yellowkey MLS ID: S5148415
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 2016Monthly Fee: $580 Tax: $7,670 (2025)Community: Windsor At WestsideSpa: NoTownhouse
Taxes:$7,670
Middle School: Horizon Middle
Remarks: Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando’s most sought-after short-term rental communities. Designed to comfortably accommodate 14+ guests, this property is ideal as both a personal getaway and an income-producing investment. The open-concept floorplan creates a bright, inviting atmosphere, enhanced by modern finishes and ample space for gathering and entertaining. Step outside to your private screened-in pool—perfect for unwinding after a day at the parks or enjoying Florida’s year-round sunshine in total privacy. The HOA delivers exceptional value, covering cable, internet, trash removal, lawn care, and 24/7 guard-gated security, offering a truly low-maintenance ownership experience. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash zone, hot tub, fitness center, arcade, sports courts, sand volleyball, playground, on-site market and deli, concierge services, and the popular Tu Casa Tiki Bar. Ideally located just minutes from Walt Disney World, with easy access to shopping, dining, and major attractions, this property offers the perfect blend of lifestyle and investment potential. Whether you’re expanding your short-term rental portfolio or searching for a vacation home that pays for itself, this opportunity checks all the boxes. Schedule your private showing today.
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Fernando Peralta (267-474-7628)
8511 LA ISLA DR, KISSIMMEE, FL 34747
$649,000501 Days on yellowkey MLS ID: O6273598
REDUCED by $30,000 (4.4%) on 05/02/2026
Bed: 7 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3599 Built: 2003Monthly Fee: $115 Tax: $6,968 (2023)Community: Emerald Island Resort Ph 3Spa: YesSingle Family
Taxes:$6,968
Tax Year: 2023
Remarks: Seller is now ready to sell after enjoying her home and now we can show it anytime. Just 4.5 miles from Walt Disney World, this beautifully furnished and meticulously maintained home is located in a secure, guard-gated community and offers the perfect blend of comfort, quality, and convenience. Ideal as a primary residence, second home, or vacation rental investment, the property is truly turnkey with each room thoughtfully furnished to create a warm and cohesive living environment. Freshly painted inside and out, the home features a roof installed in 2018 with wind mitigation documentation and a recently completed annual termite inspection in January 2026. Situated on an upgraded lot backing to a peaceful pond and conservation area, the property provides privacy and tranquil views. The kitchen and laundry areas are equipped with quality appliances, including two Bradford White 50-gallon water heaters installed in September 2023, a Whirlpool French-door refrigerator, Bosch dishwasher, self-cleaning electric range, microwave, Maytag commercial-grade dryer, and a new Maytag washer added in January 2025. Comfort is enhanced by two HVAC systems, American Standard and Rheem, both serviced semi-annually, with the Rheem system featuring a UV air purification light and a Honeywell wireless thermostat for remote temperature control. Additional upgrades include DACOR electrical fixtures, Kwikset brushed nickel interior door hardware, keyless entry, and a fully monitored Ring security system with video doorbell and exterior cameras. Bathrooms are outfitted with Kohler Memoir toilets featuring Aqua Piston technology, while the primary suite offers a king bed, upgraded ceiling fan, smart TV, and a renovated bathroom with subway tile shower, Grohe fixtures, and quartz sinks. Additional bedrooms are tastefully furnished with solid wood pieces, custom window treatments, and coordinated décor. Designed for entertaining, the home includes a dedicated theater room with an 80-inch Samsung smart TV, a spacious family room with a 75-inch smart TV and new sofa, and a dining area with solid wood furnishings. Combining thoughtful design, modern upgrades, and a prime location near Disney, this exceptional property presents a rare opportunity to own a turnkey home in one of the area’s most desirable guard-gated communities.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Jane Lafrance (407-436-2130)
210 BURMA ST, KISSIMMEE, FL 34747
$849,90099 Days on yellowkey MLS ID: O6388166
REDUCED by $29,100 (3.3%) on 06/02/2026
Bed: 8 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3612 Built: 2018Monthly Fee: $857 Tax: $10,754 (2025)Community: Reunion West Ph 2BSpa: YesSingle Family
Taxes:$10,754
Remarks: Exceptional turnkey opportunity in the highly sought after gated Encore community! This fully furnished, high-performing 8-bedroom, 6.5-bath vacation home is perfectly optimized for short-term rentals, with bookings already secured well into 2026. At the same time, it’s an ideal luxurious second home or a welcoming primary for true resort-style living. Step inside to an immersive and delightful experience, complete with a private movie theater perfect for cozy family movie nights and stunning themed bedrooms that spark joy and wonder. Outside, your own private oasis awaits: a sparkling pool, comfortable veranda sets, pergola-covered patio with a firepit and plenty of loungers, plus an oversized fenced yard offering plenty of space for personal touches or additional features. Just a short walk away lies the resort-style clubhouse and the impressive 10-acre waterpark, featuring thrilling slides, a lazy river, splash pads, sports courts, and so much more. Encore elevates every stay with exclusive amenities including a fitness center, arcade, dining options, and beyond—all conveniently located minutes from Disney World, Universal, SeaWorld, top-rated dining, and shopping. Fully turnkey and ready for immediate enjoyment—don’t miss this rare gem!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Yosseff Roman (407-394-5843)
8152 FAN PALM WAY, KISSIMMEE, FL 34747
$359,000366 Days on yellowkey MLS ID: O6317015
2 Days Off yellowkey (back on 5/30/2026)
REDUCED by $10,000 (2.7%) on 05/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1567 Built: 2001Monthly Fee: $489 Tax: $4,445 (2024)Community: Windsor PalmsSpa: YesSingle Family
Taxes:$4,445
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Great investment opportunity for your buyer—offering instant equity and truly turnkey potential. Welcome to 8152 Fan Palm Way, your Florida retreat awaits! Previously occupied by a long-term tenant who has recently vacated, this home is move-in ready and primed for its next owner or income-producing opportunity. Located in the highly desirable Windsor Palms Resort gated community, this charming 4-bedroom, 2-bath single-story home offers the perfect blend of comfort, convenience, and investment potential just minutes from Walt Disney World Resort and Central Florida attractions. Enjoy Florida living at its best with your private pool area, perfect for relaxing or entertaining. The primary suite and additional bedrooms are generously sized, ideal for personal use, vacation stays, or rental guests. Major updates include ROOF replaced in 2017, outside HVAC unit replaced in 2025, DISHWASHER replaced in 2025, garbage disposal replaced in 2026, and a new RANGE will be installed prior to closing. Windsor Palms is one of the most popular resort communities near Orlando, known for its impressive amenities and vacation-style atmosphere. Residents and guests enjoy a beautifully appointed clubhouse with fitness center, private movie theater, convenience market, heated community pool, spa, splash area, poolside tiki bar, and on-site dining. Outdoor recreation includes tennis, basketball, volleyball, playground areas, picnic spaces, and barbecue areas—offering something for everyone to enjoy. Call today to schedule your private appointment!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
9016 PYRUS ST, KISSIMMEE, FL 34747
$444,99966 Days on yellowkey MLS ID: S5147295
REDUCED by $10,000 (2.2%) on 05/16/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2845 Built: 2020Monthly Fee: $90 Tax: $6,659 (2025)Community: Murano At Westside Ph 2Single Family
Taxes:$6,659
Remarks: SELLER MOTIVATED! Welcome to this move-in ready beautifully updated two-story home in the highly sought-after Murano at Westside community, ideally positioned in Kissimmee's Four Corners area just minutes from Walt Disney World, Margaritaville Orlando Resort, Celebration, and the best of Central Florida living. Built in 2020, this home offers rare flexibility with two spacious primary suites each with its own private en suite bathroom, perfect for multi-generational families, co-buyers, or anyone needing a dedicated guest retreat. Three additional generously sized bedrooms with ample closet space plus one featuring a spacious walk-in closet complete a floor plan built for the way families live today. Inside enjoy an open concept floor plan with kitchen and family room combo, solid surface counters, stainless steel appliances, and sliding glass doors flowing to your private backyard patio perfect for outdoor dining and Florida evenings. The first floor primary suite adds daily convenience and tile and carpet flooring throughout keeps maintenance effortless. The attached 2 car garage and solid block and stucco construction deliver the durability, energy efficiency, and insurance savings Florida buyers demand. A private playground conveys with the property. Murano at Westside is a well established long term rental community featuring a resort style community pool with splash zone and playground, all for a low $90/month HOA. Zoned for Westside K-8 School, Horizon Middle School, and the highly rated Celebration High School. Minutes to Walt Disney World, Universal Studios, SeaWorld, Irlo Bronson Memorial Hwy US-192, SR-429, I-4, and Orlando International Airport. Seller offering $5,000 toward buyer’s closing costs.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Jenny Caso (407-694-9682)
2074 FLORA PASS PL, KISSIMMEE, FL 34747
$595,000223 Days on yellowkey MLS ID: O6356199
REDUCED by $4,000 (0.7%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 2021Monthly Fee: $407 Tax: $9,816 (2025)Community: Four Seasons At Orlando Ph 2Single Family
Taxes:$9,816
Remarks: Price Adjustment $4,000! Welcome to resort-style living in the Four Seasons at Orlando 55+ community. This highly upgraded St. Lucia model blends coastal elegance with a relaxed tropical lifestyle. Step inside to an open and inviting living space featuring wood-look tile flooring, 8-foot doors, tray ceilings, designer lighting, and ceiling fans throughout. The split-bedroom floor plan offers excellent privacy for guests. The expanded great room is a builder upgrade, and complete with a dry bar, creates the perfect space for entertaining friends and family. The gourmet kitchen is designed for both style and function, featuring a granite island, soft-close cabinetry, GE Profile appliances, gas cooktop, and vented hood. The primary suite overlooks the golf course and includes a tray ceiling, spa-inspired bath with dual-head shower, double vanity, and walk-in closet. Relax and enjoy Cape Canaveral rocket launches from the front porch and breathtaking sunsets from the covered rear lanai and fenced yard. There is room to add a private pool if a buyer wants one. The HOA includes lawn care and irrigation, allowing you to enjoy a low-maintenance lifestyle. Community amenities feature clubhouses, resort pools, spa, tennis, pickleball, fitness center, and a full-time activities director. Ideally located near Disney, Universal Studios, shopping, dining, and with convenient access to Orlando & Tampa airports and both coast beaches. Seller is a licensed Florida Realtor.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Vinnie Warren (407-516-9612)
8055 KING PALM CIR, KISSIMMEE, FL 34747
$395,0006 Days on yellowkey MLS ID: O6414590
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1567 Built: 2000Monthly Fee: $273 Tax: $4,917 (2025)Community: Wyndham Palms Ph 1ASpa: NoSingle Family
Taxes:$4,917
Remarks: Beautiful 3-bedroom, 2-bath pool home located in the highly desirable Windsor Palms Resort community! This versatile property is perfect as a primary residence, vacation home, or investment opportunity. Features include an open floor plan, private screened pool, and an enclosed garage that can be used as a bonus room, game room, office, or easily converted back to a traditional garage. Residents and guests enjoy access to resort-style amenities including a clubhouse, pool, fitness center, theater, sports courts, and 24-hour gated security. Conveniently located just minutes from Disney, shopping, dining, and major attractions. Don't miss this opportunity to own a piece of paradise in the heart of Central Florida!
Listing Agent: Judith Enelus (407-722-4183)
2774 ALMATON LOOP #402, KISSIMMEE, FL 34747
$269,000175 Days on yellowkey MLS ID: O6368621
REDUCED by $10,000 (3.6%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1081 Built: 2005 Tax: $3,368 (2024)Community: Ventura At Windsor Hills Condo Ph 3Condo
Taxes:$3,368
Remarks: PRICE IMPROVED! Highly successful vacation rental with strong occupancy history in Windsor Hills Resort. Exceptional opportunity to own a highly successful vacation rental in the premier Windsor Hills Resort, located less than 2 miles from Walt Disney World. This fully furnished, beautifully themed 2-bedroom, 2-bath condominium is truly turnkey and ready for immediate personal use or continued short-term rental operation. This property has been consistently in demand, with strong guest occupancy and repeat bookings, making showings limited due to frequent guest stays—a testament to its rental performance and popularity. Located on the desirable fourth floor with elevator access, the unit offers convenience for guests while providing privacy and peaceful resort views. Recent major improvements include a brand-new A/C system installed in 2025 with a transferable 10-year warranty and a new water heater, giving future owners added confidence and reduced maintenance concerns. Windsor Hills is one of Central Florida's most sought-after short-term rental communities, featuring 24-hour guard-gated security and world-class amenities including a lagoon-style resort pool, water slides, splash park, movie theater, arcade, fitness center, sports courts, playgrounds, and on-site convenience store. Just minutes from Disney, shopping, restaurants, golf courses, and major highways, this property offers the ideal combination of location, lifestyle, and income potential. Whether you're seeking a proven vacation rental investment, a Disney-area second home, or both, this is an opportunity you won't want to miss. Buyer to verify all measurements, HOA information, fees, rental restrictions, and property details.
Listing Agent: Lucia Souza (321-239-0287)
8535 BAY LILLY LOOP, KISSIMMEE, FL 34747
$390,000144 Days on yellowkey MLS ID: S5141962
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1636 Built: 2006Monthly Fee: $594 Tax: $4,354 (2026)Community: Encantada Ph 1Spa: NoTownhouse
Taxes:$4,354
Elementary School: Westside Elem
Tax Year: 2026
Middle School: Kissimmee Middle
Remarks: Your dream getaway awaits in this charming, fully furnished 4-bedroom end-unit townhome featuring a rare oversized private pool and sun-drenched patio! Located in the guard-gated, resort-style Encantada community, this spacious townhome offers an unbeatable combination of luxury, comfort, and convenience. Whether you’re searching for the perfect vacation retreat, Airbnb/VRBO investment, or a centrally located residence, this property delivers it all. Step inside to discover tile flooring throughout the main level, while the upstairs boasts brand-new vinyl plank flooring that adds a fresh, modern touch. The layout is thoughtfully designed with one bedroom and an ensuite bathroom conveniently located downstairs, making it an excellent option for those seeking single-level accessibility. To further add to accessibility, the sellers have converted the tub into a spacious, modern walk-in shower, offering both style and ease of use. The main floor also includes a laundry closet featuring a top-of-the-line washer and dryer for ultimate convenience. Upstairs, the main suite impresses with its spacious ensuite bathroom, while two additional secondary bedrooms share a third bathroom, offering plenty of room for everyone. The true standout of this home is the extra-large private pool—one of the largest in the neighborhood. A pool cover on a roll ensures conserving the heat is a breeze and only takes minutes to put on or take off. Inside, thoughtful details enhance the home’s appeal, including crown molding throughout the living spaces, a smart thermostat for efficient climate control, and surround sound speakers for an elevated entertainment experience. The kitchen is equipped with a convenient water filtration system installed under the sink, and the home also features gutters with leaf guards and downspouts for low-maintenance living. Two digital wall safes provide added security for your valuables. For even greater peace of mind, the property is equipped with exterior lighting and cameras for enhanced security. Encantada’s HOA dues include many major ownership costs that buyers typically pay separately in many townhome communities. The HOA covers scheduled roof replacements for all buildings, needed stucco and exterior building repairs, full structural building insurance (which now can cost over $6,000 per year for Florida homeowners), 24 hour manned security at the gatehouse and bulk high speed internet, cable TV including multiple HBO channels, and home phone service (which commonly runs $140-$200 per month if purchased individually). In addition, the dues include access to extensive resort amenities such as a staffed clubhouse with a fitness center and café, along with zero entry heated pool, a large main pool, and two spas. The community is built around a scenic lake with a covered fishing pier, a playground area, and includes professional landscaping, irrigation, lighting, surveillance systems, and long-term reserve funding for major infrastructure. The location could not be better! Just minutes from US-192 with its endless shopping and dining options, this home is also a short 15-minute drive to Disney parks, 30 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Don’t miss the opportunity to own this exceptional townhome that combines comfort, style, and convenience in one of the most sought-after resort-style communities!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Irena Aistrop (321-443-7535)
3050 WHITE ORCHID RD, KISSIMMEE, FL 34747
$289,0009 Days on yellowkey MLS ID: S5150815
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2012Monthly Fee: $594 Tax: $3,538 (2025)Community: Encantada Ph 2Spa: YesTownhouse
Taxes:$3,538
Remarks: Welcome to the perfect blend of location, lifestyle, and investment potential! Ideally situated just minutes from Disney and Central Florida’s world-renowned attractions, this beautifully maintained 2-bedroom, 2.5-bath townhome offers privacy, comfort, and proven income opportunity—all in one. Step inside to a thoughtfully designed first floor featuring a modern kitchen with granite countertops, a spacious living and dining area, and a convenient half bath—perfect for entertaining or relaxing after a day out. Sliding glass doors lead to your private lanai, where a hot tub and serene conservation views create a true backyard retreat with no rear neighbors. Upstairs, both bedrooms are generously sized and designed for comfort, each complete with its own en-suite bathroom, walk-in closet, and TV. The primary suite offers a peaceful escape, while the second bedroom provides ideal flexibility for guests or renters. This home is being sold FULLY FURNISHED and boasts a strong rental history, making it an exceptional opportunity for short-term or long-term investors—or anyone seeking a turnkey primary residence or vacation home. Additional highlights include smart home features for enhanced efficiency and security, a recently serviced AC system, a new thermostat, and fresh interior updates throughout. HOA dues cover exterior maintenance, landscaping, lawn care, cable and wifi/internet, providing a truly low-maintenance ownership experience. Opportunities like this—combining location, privacy, and income potential—don’t come around often. Schedule your private showing today and see firsthand why this property stands out from the rest!
Listing Agent: Chase Parker (541-520-3421)
8815 DUNES CT #105, KISSIMMEE, FL 34747
$219,90028 Days on yellowkey MLS ID: O6407721
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 2000Monthly Fee: $533 Tax: $2,911 (2025)Community: Legacy DunesSpa: NoCondo
Taxes:$2,911
Remarks: Turnkey Investment Opportunity in Gated Legacy Dunes – Successful Airbnb! Welcome to this beautifully furnished 2-bedroom, 2-bathroom first-floor condo located in the highly desirable gated community of Legacy Dunes just minutes from Disney, world-class attractions, shopping, restaurants, and everything Central Florida has to offer. This condo has been a successful Airbnb and is the perfect opportunity for an investor looking for a proven short-term rental property, vacation home, or even a full-time residence. Inside, you’ll find ceramic tile flooring throughout, an updated kitchen featuring granite countertops, neutral white cabinetry, and all new appliances including a washer and dryer. The open-concept layout creates a bright and spacious feel, while the screened-in patio offers the perfect place to relax and unwind after a day at the parks. The homeowners association includes internet, water, trash pickup, and pest control, adding even more value and convenience for owners and guests alike. Legacy Dunes offers resort-style amenities including a large clubhouse, 2 sparkling pools, fitness center, tennis courts, basketball courts, walking trails, and playgrounds — giving owners and guests the true Florida resort lifestyle experience. Whether you’re looking to expand your investment portfolio, purchase a vacation getaway, or own a property close to Disney with incredible income potential, this condo checks all the boxes. Schedule your private showing today before this one is gone!
Listing Agent: Belinda Santos, Llc (407-873-8416)
2414 DUBAI ST, KISSIMMEE, FL 34747
$428,0006 Days on yellowkey MLS ID: O6414579
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2265 Built: 2020Monthly Fee: $560 Tax: $7,109 (2025)Community: Windsor At Westside Ph 3Townhouse
Taxes:$7,109
Remarks: Priced to sell! This stunning home sits in the third and newest phase of the sought-after Windsor at Westside Resort, with also a Private Heated Pool. Featuring 5 bedrooms and 4 bathrooms, it offers the perfect blend of fun and relaxation. One bedroom and bathroom are conveniently located on the first floor, while the remaining 4 bedrooms—including some with fun themed designs—are upstairs, just off the family room. The resort amenities include heated pools, a heated jacuzzi, a heated lazy river, and a full tiki bar at the pool complex. Whether you’re looking for a turnkey short-term rental investment or a second home to call your own, this property is zoned for both.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Caroline De Castro Marcellini (561-319-9009)
3005 RED GINGER RD, KISSIMMEE, FL 34747
$245,0006 Days on yellowkey MLS ID: S5151197
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1161 Built: 2011Monthly Fee: $594 Tax: $3,470 (2025)Community: Encantada Ph 02Spa: YesTownhouse
Taxes:$3,470
Remarks: Resort-Style Escape Minutes From Disney ? 2BR • 2.5BA • Fully Furnished • Encantada Resort Step into your own slice of paradise at this beautifully furnished townhome inside Encantada Resort, one of Kissimmee’s most loved gated vacation communities. Whether you're here for Disney magic, sunshine lounging, or a relaxing getaway, this home delivers the perfect blend of comfort, style, and convenience. ?? What Guests Love Most Spacious open-concept living area perfect for families & groups Private outdoor patio for morning coffee or evening wine Two comfy bedrooms upstairs with plenty of privacy Fully stocked kitchen + in-unit laundry Fast WiFi & resort amenities galore ?? Resort Amenities That Wow Your stay includes access to everything Emerald Island is famous for: Heated resort pool & spa Tiki bar for poolside drinks Clubhouse with fitness center, sauna & game room Tennis, pickleball, basketball & sand volleyball Scenic walking trails & playgrounds ?? Unbeatable Location Just minutes from: Walt Disney World Universal, SeaWorld & major attractions Tons of dining, shopping & entertainment Easy access to major highways ?? Perfect for Every Type of Stay Whether you're planning a family vacation, couples’ getaway, long-term stay, or work-from-anywhere retreat — this home checks every box.
Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)
Listing Agent: Alan Martin (407-832-4888)
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